(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine
CAS No.:866141-89-1
Molecular Formula:C₂₃H₃₇NO₅SSi
Molecular Weight:467.702
Hs Code.:

Synonyms:(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

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Technology Process of (2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

There total 7 articles about (2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

: 86608-70-0
2-(1,3-dioxolan-2-yl)ethyl(triphenyl)phosphonium bromide

: 261157-02-2
(2S,4R)-1-(4-methylphenyl)sulfonyl-2-hydroxymethyl-4-(t-butyldimethylsilanyloxy)pyrrolidine

: 866141-89-1
(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

Guidance literature:: (2S,4R)-1-(4-methylphenyl)sulfonyl-2-hydroxymethyl-4-(t-butyldimethylsilanyloxy)pyrrolidine; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; triethylamine; at -78 - 20 ℃;

2-(1,3-dioxolan-2-yl)ethyl(triphenyl)phosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 8 ℃;
DOI:10.3987/COM-05-10470

Reference yield:

: 1063998-64-0
(2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl chloride

: 866141-89-1
(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / CH₂Cl₂

2.1: imidazole / dimethylformamide

3.1: sodium borohydride; lithium chloride / methanol

4.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂; triethylamine / -78 - 20 °C

4.2: 75 percent / n-butyllithium / tetrahydrofuran; hexane / -78 - 8 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium chloride; In methanol; dichloromethane; triethylamine; N,N-dimethyl-formamide; 4.1: Swern oxidation;
DOI:10.3987/COM-05-10470

Reference yield:

: (2S,4R)-4-Hydroxy-1-(toluene-4-sulfonyl)-pyrrolidine-2-carbonyl chloride

: 866141-89-1
(2S,4R)-4-t-butyldimethylsilyloxy-2-[3-(1,3-dioxolan-2-yl)prop-1-en-1-yl]-1-(4-methylphenylsulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole / dimethylformamide

2.1: sodium borohydride; lithium chloride / methanol

3.1: oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂; triethylamine / -78 - 20 °C

3.2: 75 percent / n-butyllithium / tetrahydrofuran; hexane / -78 - 8 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; lithium chloride; In methanol; dichloromethane; triethylamine; N,N-dimethyl-formamide; 3.1: Swern oxidation;
DOI:10.3987/COM-05-10470